I grow Jalapenos and other pepper seeds in community pots and transplant them out when they have true leaves about 2-3 inches tall. if you remove them small and carefully, you can tease apart the roots and replant them. I would only leave one pepper per pot , but I keep my short lived and young peppers like the jalapeno in one or two gallon pots and the longer lived tabasco in 20 inch pots. While you could probably accommodate two peppers in a pot, the canopies will mash together and won't be able to spread out. I have problems with fungal disease so I need to be able to separate the pots as the plants get bigger so the peppers will have enough air circulation.
Happy gardening in Hawaii. Gardens are where people grow.